99824-63-2Relevant articles and documents
Syntheses of (R)- and (S)-3-methylheptanoic acids
Zhang, Shunji,Shi, Yong,Tian, Weisheng
, p. 674 - 678 (2015)
Starting from chiral methyl molecules 3 and 4, both derived from (R)-4-methyl-δ-valerolactone, we have accomplished the synthesis of (R) and (S)-3-methylheptanoic acids. Our methods are amendable to the syntheses of a wide variety of chiral 3-methyl alkanoic acids. Both enantiomers of 3-methylheptanoic acid have been synthesized from chiral methyl molecules which were derived from (R)-4-methyl-δ-valerolactone (5). A wide variety of chiral 3-methyl alkanoic acids can also be synthesized by the methods described herein.
Regio- and stereochemical study of sex pheromone of pine sawfly; Diprion nipponica
Tai, Akira,Syouno, Emi,Tanaka, Kazuki,Fujita, Morifumi,Sugimura, Takashi,Higashiura, Yasutomo,Kakizaki, Masashi,Hara, Hideho,Naito, Tikahiko
, p. 111 - 121 (2007/10/03)
Regio- and stereoisomers of 1,2,ω-trimethyldecyl propionate (ω = 5-9) were prepared from stereochemically pure chiral building blocks as sex pheromone candidates of a pine sawfly; Diprion nipponica. Among the synthesized candidates, (1S,2R,8S)-1,2,8-trimethyldecyl propionate was found to be the sex pheromone of D. nipponica, based on compatibility of its GC-MS data with that of the extract of females, and its significantly high pheromone activity in a field bioassay. The field bioassay of the synthesized compounds also revealed that (1S,2R,SR)-1,2,8-trimethyldecyl propionate, (1S,2R,7S)-1,2,7-trimethyldecyl propionate, and (1S,2R,6S)-1,2,6-trimethyldecyl propionate could attract male sawflies to some extent as pheromone mimics.
Pheromone synthesis, CLXXIV: Synthesis of (5R,11S)-5,11-Dimethylheptadecane and (S)-2,5-Dimethylheptadecane, the major and the minor components of the sex pheromone of the geometrid moth, Lambdina fiscellaria lugubrosa
Mori, Kenji,Horikiri, Hiromasa
, p. 501 - 505 (2007/10/03)
(5R,11S)-5,11-Dimethylheptadecane (1), the major component of the female-produced sex pheromone of the western hemlock looper (Lambdina fiscellaria lugubrosa), was synthesized by starting from the enantiomers of methyl 3-hydroxy-2-methylpropanoate (3). (S)-2,5-Dimethylheptadecane (2), the minor and synergistic component of the pheromone, was also synthesized by starting from (S)-citronellol (4). VCH Verlagsgesellschaft mbH, 1996.